Tony Bennett – 95

Tony Bennett’s incredible voice has made him one of the most successful singers in America. His career spans many decades, from amazing audiences in the ‘50s to sold-out shows in our own era. After his military service, he became an absolute hit machine, entertaining audiences with his show tunes and jazz standards. Bennett’s improvisational skills made him a unique singer, and his warm heart and compassion didn’t go unnoticed either. He still sings and performs, sometimes with current pop stars such as Lady Gaga. Hopefully, his financial advisor can help him manage his net worth of $200 million, so he can invest in projects like starting his own school.